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L-topaquinone

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Also known as (S)-alpha-amino-4-hydroxy-3,6-dioxo-1,4-cyclohexadiene-1-propanoic acid

Topaquinone (TPQ) is a redox cofactor derived from the amino acid tyrosine. Its name derives from 2,4,5-trihydroxyphenylalanine-quinone. Its structure was first identified in 1990. It is used by copper amine oxidases which contain a tyrosine residue near the active site. This residue catalyses its own transition, first to dopaquinone and then to topaquinone, in a Cu2+ dependent manner.

Wikidata facts

Mass
211.048065
Show 3 more facts
isomeric SMILES
C1=C(C(=CC(=O)C1=O)O)C[C@@H](C(=O)O)N
canonical SMILES
C1=C(C(=CC(=O)C1=O)O)CC(C(=O)O)N
chemical formula
C₉H₉NO₅
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Encyclopedic overview

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Contents
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Topaquinone (TPQ) is a redox cofactor derived from the amino acid tyrosine. Its name derives from 2,4,5-trihydroxyphenylalanine-quinone. Its structure was first identified in 1990. It is used by copper amine oxidases which contain a tyrosine residue near the active site. This residue catalyses its own transition, first to dopaquinone and then to topaquinone, in a Cu2+ dependent manner.

== References ==

Excerpted from Wikipedia’s “L-topaquinone” article, available under the CC BY-SA 4.0 licence.

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